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Punicalagin Sale

(Synonyms: 安石榴甙) 目录号 : GN10047

Punicalagin是一种鞣花单宁,一种酚类化合物,具有抗氧化、抗炎和抗癌等作用。

Punicalagin Chemical Structure

Cas No.:65995-63-3

规格 价格 库存 购买数量
5 mg
¥450.00
现货
10 mg
¥810.00
现货
20 mg
¥1,350.00
现货

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Sample solution is provided at 25 µL, 10mM.

Description

Punicalagin is a ellagitannin, a phenolic compound with antioxidant, anti-inflammatory and anticancer effects[1, 2]. Punicalagin is a reversible and non-competitive 3-chymotrypsin-like protease (3CLpro) inhibitor that inhibits SARS-CoV-2 replication in vitro[3].

In vitro, PC-3, LNCaP, and BPH-1 cells were treated with Punicalagin (10, 50, 100µM) for 24h. Punicalagin inhibited the viability of PC-3 and LNCaP cells in a dose-dependent manner, but had no significant effect on the viability of BPH-1 cells. Punicalagin (100µM) increased the expression of enrichment factors in PC-3 and LNCaP cells[4]. Punicalagin (12.5-100μM) treatment of thyroid cancer cell line BCPAP cells for 24h-48h inhibited cell viability in a time- and dose-dependent manner and increased the number of autophagic vacuoles (AVO) in cells, but did not induce apoptosis[5].

In vivo, Punicalagin (50mg/kg) was intraperitoneally injected into mice with collagen-induced arthritis (CIA) for 14 days, which reduced the severity of arthritis and bone destruction in mice and decreased serum IL-6 and TNF-α levels[6]. Punicalagin (25, 50, 100mg/kg) was orally administered to pregnant rats with L-NAME-induced preeclampsia (PE) for 7 days, which significantly reduced diastolic blood pressure, systolic blood pressure and mean arterial pressure, restored angiogenesis balance, and enhanced placental antioxidant capacity[7].

References:
[1] Venusova E, Kolesarova A, Horky P, et al. Physiological and immune functions of punicalagin[J]. Nutrients, 2021, 13(7): 2150.
[2] Rozadi N, Oktavia S, Fauziah F. Pharmacological Activities of Punicalagin: A Review[J]. Journal of Drug Delivery and Therapeutics, 2022, 12(2): 148-155.
[3] Du R, Cooper L, Chen Z, et al. Discovery of chebulagic acid and punicalagin as novel allosteric inhibitors of SARS-CoV-2 3CLpro[J]. Antiviral research, 2021, 190: 105075.
[4] Adaramoye O, Erguen B, Nitzsche B, et al. Punicalagin, a polyphenol from pomegranate fruit, induces growth inhibition and apoptosis in human PC-3 and LNCaP cells[J]. Chemico-biological interactions, 2017, 274: 100-106.
[5] Cheng X, Gao Y, Yao X, et al. Punicalagin induces apoptosis-independent autophagic cell death in human papillary thyroid carcinoma BCPAP cells[J]. RSC advances, 2016, 6(72): 68485-68493.
[6] Huang M, Wu K, Zeng S, et al. Punicalagin inhibited inflammation and migration of fibroblast-like synoviocytes through NF-κB pathway in the experimental study of rheumatoid arthritis[J]. Journal of inflammation research, 2021: 1901-1913.
[7] Wang Y, Huang M, Yang X, et al. Supplementing punicalagin reduces oxidative stress markers and restores angiogenic balance in a rat model of pregnancy-induced hypertension[J]. The Korean journal of physiology & pharmacology, 2018, 22(4): 409-417.

Punicalagin是一种鞣花单宁,一种酚类化合物,具有抗氧化、抗炎和抗癌等作用[1, 2]。Punicalagin是一种可逆且非竞争性的3-糜蛋白酶样蛋白酶(3CLpro)抑制剂,在体外可抑制 SARS-CoV-2 复制[3]

在体外,使用Punicalagin(10, 50, 100µM)处理PC-3、LNCaP、BPH-1细胞24h,Punicalagin以剂量依赖性方式抑制了PC-3和LNCaP细胞的活力,但对BPH-1细胞的活力无显著影响。Punicalagin(100µM)增加了PC-3和LNCaP细胞中富集因子的表达[4]。Punicalagin(12.5-100μM)处理甲状腺癌细胞系BCPAP 细胞24h-48h,以时间和剂量依赖性方式抑制了细胞活力,增加了细胞中自噬空泡(AVO)的数量,但不诱导细胞凋亡[5]

在体内,Punicalagin(50mg/kg)通过腹腔注射治疗胶原诱导性关节炎(CIA)小鼠14天,减轻了小鼠的关节炎严重程度和骨质破坏程度,降低了血清IL-6和TNF-α水平[6]。Punicalagin(25, 50, 100mg/kg)通过口服治疗L-NAME诱发先兆子痫(PE)的妊娠大鼠7天,显著降低了舒张压、收缩压和平均动脉压,恢复了血管生成平衡,增强了胎盘抗氧化能力[7]

实验参考方法

Cell experiment [1]:

Cell lines

PC-3, LNCaP, BPH-1 cells

Preparation Method

PC-3, LNCaP and BPH-1 cells were cultured in a 96-well microtiter plate containing 0.1mL of RPMI growth media/well for 24h. Cells were incubated with Punicalagin dissolved in DMSO, and Punicalagin concentrations of 10, 50 and 100µM were used with incubation period of 24-96h. Cells were evaluated for their viability using the XTT assay.

Reaction Conditions

10, 50, 100µM; 24h

Applications

Punicalagin concentration-dependently inhibited viability in PC-3 and LNCaP cells, while viability in BPH-1 cells was insignificantly affected. 

Animal experiment [2]:

Animal models

DBA/1 mice

Preparation Method

DBA/1 mice (male, 8–9 weeks) were intradermally injected at the tail base with 200mg of bovine type II collagen emulsified at a 1:1 ratio (vol/vol) in Freund's complete adjuvant (day 0), and then boosted 21 days later using bovine type II collagen emulsified at a 1:1 ratio in incomplete Freund's adjuvant (day 21). Mice were randomly treated daily by intraperitoneal injection of DMSO (n=8) or Punicalagin (50mg/kg/day, n=8) for 14 days, which was initiated on the second day of booster immunization (day 22). Set up a normal control group including 8 mice without any treatment. Hindlimb samples were collected and fixed in 10% formalin for 48h. After a series of dehydration, waxing, and embedding, the joints were cut into 5µm thick sections for subsequent analysis.

Dosage form

50mg/kg/day for 14 days; i.p.

Applications

Punicalagin alleviated arthritis severity and bone destruction, and decreased serum IL-6 and TNF-α in collagen-induced arthritis (CIA) mice.

References:
[1]Adaramoye O, Erguen B, Nitzsche B, et al. Punicalagin, a polyphenol from pomegranate fruit, induces growth inhibition and apoptosis in human PC-3 and LNCaP cells[J]. Chemico-biological interactions, 2017, 274: 100-106.
[2]Huang M, Wu K, Zeng S, et al. Punicalagin inhibited inflammation and migration of fibroblast-like synoviocytes through NF-κB pathway in the experimental study of rheumatoid arthritis[J]. Journal of inflammation research, 2021: 1901-1913.

化学性质

Cas No. 65995-63-3 SDF
别名 安石榴甙
Canonical SMILES O=C1OC2=C(C3=C(C(C(C(OC[C@H]4OC5O)=O)=CC(O)=C6O)=C6O)C(O)=C2O)C(C1=C(C(C(O)=C7O)=C(C=C7O)C(O[C@H]4[C@@H]([C@H]5OC8=O)OC(C(C(C(C(O)=C9O)=C8C=C9O)=C%10O)=CC(O)=C%10O)=O)=O)C(O)=C%11O)=C%11OC3=O
分子式 C48H28O30 分子量 1084.72
溶解度 ≥ 108.4mg/mL in DMSO 储存条件 4°C, protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 0.9219 mL 4.6095 mL 9.219 mL
5 mM 0.1844 mL 0.9219 mL 1.8438 mL
10 mM 0.0922 mL 0.4609 mL 0.9219 mL
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